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    • PreppyRemove filter
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    • AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20
      AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$8.71 delivery
      Located in United States
      Sponsored
    • ABERCROMBIE KIDS Short Sleeve Icon Shirt & NWT CHINO PULL ON SHORTS BOY’S 11/12
      ABERCROMBIE KIDS Short Sleeve Icon Shirt & NWT CHINO PULL ON SHORTS BOY’S 11/12
      Opens in a new window or tab
      Brand New
      $22.99
      Buy It Now
      +$7.50 delivery
      Located in United States
      Extra 10% off with coupon
      Sponsored
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Youth 28 Whale Periwinkle Light Blue Flat Front Shorts EUC
      Vineyard Vines Youth 28 Whale Periwinkle Light Blue Flat Front Shorts EUC
      Opens in a new window or tab
      Pre-Owned
      $9.99
      0 bids · Time left1d 3h
      +$9.45 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Opens in a new window or tab
      Brand New
      $16.00
      or Best Offer
      +$7.35 delivery
      Located in United States
    • NWT Izod Flat Front Navy Blue Shorts Youth Size 18 Regular Preppy
      NWT Izod Flat Front Navy Blue Shorts Youth Size 18 Regular Preppy
      Opens in a new window or tab
      Brand New
      $14.75
      or Best Offer
      +$8.19 delivery
      Located in United States
    • Boy Scouts of America Shorts Youth 12 Green Zip Off Convertible Cargo
      Boy Scouts of America Shorts Youth 12 Green Zip Off Convertible Cargo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.95 delivery
      Located in United States
      Free returns
    • NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      Opens in a new window or tab
      Brand New
      $23.49
      or Best Offer
      +$6.95 delivery
      Located in United States
    • Picked For You

      Top selling items from trusted sellers | Sponsored
        • Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green  $59.50 size12,14,16
          Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green $59.50 size12,14,16
          Opens in a new window or tab
          $29.49
          coachjustyou (2,249) 100%
        • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Opens in a new window or tab
          $29.49
          coachjustyou (2,249) 100%
          3+ watchers
        • Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
          Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
          Opens in a new window or tab
          $24.99
          kusgen123 (19,057) 99.4%
          Last one
        • Cargo Bermuda Shorts Short Capri Stretch Waist Kids Boys 30065
          Cargo Bermuda Shorts Short Capri Stretch Waist Kids Boys 30065
          Opens in a new window or tab
          $41.24
          pbezler (55,997) 99.5%
        • Hurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"
          Hurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"
          Opens in a new window or tab
          $16.95
          blueskysunrise (1,777) 100%
          Extra 15% off with coupon
        • NAUTICA Shorts Boys Size 18 Beige Chino Anchor School Uniform Boat Preppy
          NAUTICA Shorts Boys Size 18 Beige Chino Anchor School Uniform Boat Preppy
          Opens in a new window or tab
          $19.50
          tommycshop (1,572) 100%
        • Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Navy, Size 2
          Polo Ralph Lauren Boys Cotton Chino Drawstring Short Twill Shorts, Navy, Size 2
          Opens in a new window or tab
          $34.95
          barterpost_llc (1,848) 100%
        • Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo New
          Children's Place Shorts 18 Boys Khaki Dress Golf Preppy Church Pockets Cargo New
          Opens in a new window or tab
          $15.99
          connectedthreads (2,078) 99.8%
    • Vineyard Vines Shorts Boys 18 Blue Classic Fit Stretch Breaker Short 28 x9 NWT
      Vineyard Vines Shorts Boys 18 Blue Classic Fit Stretch Breaker Short 28 x9 NWT
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$7.35 delivery
      Located in United States
    • Crewcuts J Crew Boy Blue Cotton Pull-On Drawstring Shorts Size 12
      Crewcuts J Crew Boy Blue Cotton Pull-On Drawstring Shorts Size 12
      Opens in a new window or tab
      Pre-Owned
      $10.45
      or Best Offer
      +$4.75 delivery
      Located in United States
    • Boys Vineyard Vines by Shep And Ian Khaki Shorts Youth Size 12
      Boys Vineyard Vines by Shep And Ian Khaki Shorts Youth Size 12
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$4.71 delivery
      Located in United States
    • Under Armour Black Golf Shorts ~ Youth Size 12 ~ Loose Black
      Under Armour Black Golf Shorts ~ Youth Size 12 ~ Loose Black
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$4.84 delivery
      Located in United States
    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 18 NWT
      Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 18 NWT
      Opens in a new window or tab
      Brand New
      $27.96
      Was: $34.9520% off
      or Best Offer
      +$8.19 delivery
      Located in United States
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.99 delivery
      Located in United States
      Extra 30% off with coupon
      Sponsored
    • Vineyard Vines Performance Shorts Kids Boys 18 Gray Golf Strech Chino
      Vineyard Vines Performance Shorts Kids Boys 18 Gray Golf Strech Chino
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$6.75 delivery
      Located in United States
      Sponsored
    • Lot 2 Polo Ralph Lauren Boys Size 12 Cargo Shorts One Khaki One Navy 100% Cotton
      Lot 2 Polo Ralph Lauren Boys Size 12 Cargo Shorts One Khaki One Navy 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $35.00
      or Best Offer
      +$11.71 delivery
      Located in United States
      Sponsored
    • Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
      Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
      Opens in a new window or tab
      Brand New
      $18.95
      Buy It Now
      +$7.84 delivery
      Located in United States
    • Hurley Board Shorts Boys 18/29 Blue Ocean Water Surf Beach Drawstring Party
      Hurley Board Shorts Boys 18/29 Blue Ocean Water Surf Beach Drawstring Party
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$6.99 delivery
      Located in United States
      Extra 10% off with coupon
    • VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      Opens in a new window or tab
      Pre-Owned
      $26.50
      or Best Offer
      +$7.95 delivery
      Located in United States
    • Ralph lauren polo Shorts Boys 12 Slim Fit Blue Check Dressy Preppy Gingham
      Ralph lauren polo Shorts Boys 12 Slim Fit Blue Check Dressy Preppy Gingham
      Opens in a new window or tab
      Pre-Owned
      $12.60
      Was: $18.0030% off
      or Best Offer
      Free delivery
      Located in United States
    • POLO RALPH LAUREN Kids Youth Navy Pique Embroidered Pony Shorts Sz 18/20
      POLO RALPH LAUREN Kids Youth Navy Pique Embroidered Pony Shorts Sz 18/20
      Opens in a new window or tab
      Pre-Owned
      $39.99
      or Best Offer
      +$7.10 delivery
      Located in United States
    • NWT Polo Ralph Lauren Shorts Youth Boys 20 Flat Front Light Blue NEW
      NWT Polo Ralph Lauren Shorts Youth Boys 20 Flat Front Light Blue NEW
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$3.95 delivery
      Located in United States
    • Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.84 delivery
      Located in United States
      Free returns
    • Chaps Ralph Lauren Flat Front Chino Shorts Youth Size 12 Stone / Light Khaki
      Chaps Ralph Lauren Flat Front Chino Shorts Youth Size 12 Stone / Light Khaki
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.63 delivery
      Located in United States
    • Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Opens in a new window or tab
      Brand New
      $16.99
      Was: $19.9915% off
      or Best Offer
      +$7.35 delivery
      Located in United States
      Free returns
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform Preppy
      Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$5.49 delivery
      Located in United States
    • Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$7.01 delivery
      Located in United States
    • Vineyard Vines Boys Size 12 Salmon Red Flat Front Shorts 100% Cotton EUC preppy
      Vineyard Vines Boys Size 12 Salmon Red Flat Front Shorts 100% Cotton EUC preppy
      Opens in a new window or tab
      Pre-Owned
      $13.00
      or Best Offer
      +$7.35 delivery
      Located in United States
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.99 delivery
      Located in United States
      Extra 30% off with coupon
      Sponsored
    • Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.99 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$6.75 delivery
      Located in United States
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Opens in a new window or tab
      Pre-Owned
      $16.19
      or Best Offer
      +$7.35 delivery
      Located in United States
      Sponsored
    • Boy's Size 12 Beige Vineyard Vines Shorts, 26 Waist, Pockets, Casual
      Boy's Size 12 Beige Vineyard Vines Shorts, 26 Waist, Pockets, Casual
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.00 delivery
      Located in United States
    • 2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12
      2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Buy It Now
      +$6.94 delivery
      Located in United States
      Extra 10% off with coupon
    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Opens in a new window or tab
      Pre-Owned
      $7.64
      Was: $12.7340% off
      Buy It Now
      +$5.95 delivery
      Located in United States
      Free returns
      Top Rated Plus
    • J. Bailey Seersucker Blue/White Long Shorts Boy Youth Size 12 Preppy Church NWT
      J. Bailey Seersucker Blue/White Long Shorts Boy Youth Size 12 Preppy Church NWT
      Opens in a new window or tab
      Brand New
      $22.99
      Was: $25.5510% off
      Buy It Now
      +$7.25 delivery
      Located in United States
    • VTG Polo Ralph Lauren Shorts Boys 12 White BIG Pony 3 Preppy Bermuda Chino Patch
      VTG Polo Ralph Lauren Shorts Boys 12 White BIG Pony 3 Preppy Bermuda Chino Patch
      Opens in a new window or tab
      Pre-Owned
      $29.99
      Buy It Now
      +$5.98 delivery
      Located in United States
    • Boys Size 12 Khaki Shorts, Vineyard Vines, Pockets, Beige
      Boys Size 12 Khaki Shorts, Vineyard Vines, Pockets, Beige
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.00 delivery
      Located in United States
    • Vineyard Vines Shorts Boys 12 Mint Green Flat Front Breaker Club Golf Chinos
      Vineyard Vines Shorts Boys 12 Mint Green Flat Front Breaker Club Golf Chinos
      Opens in a new window or tab
      Pre-Owned
      $8.05
      Was: $23.0065% off
      or Best Offer
      +$9.00 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
      POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$12.71 delivery
      Located in United States
      Sponsored
    • Abercrombie Kids Active Shorts Black/Green/White Drawstring Boy’s 11/12 Worn 1x
      Abercrombie Kids Active Shorts Black/Green/White Drawstring Boy’s 11/12 Worn 1x
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$5.25 delivery
      Located in United States
      Extra 10% off with coupon
    • Vineyard Vines, Boys Performance And Breaker Shorts, Lot Of 2, Size 12
      Vineyard Vines, Boys Performance And Breaker Shorts, Lot Of 2, Size 12
      Opens in a new window or tab
      Pre-Owned
      $12.99
      0 bids · Time left4d 6h
      +$18.95 delivery
      Located in United States
    • Polo Ralph Lauren Logo Tan Khaki Boys Shorts School Sz 12 Zipper Drawstring NWT
      Polo Ralph Lauren Logo Tan Khaki Boys Shorts School Sz 12 Zipper Drawstring NWT
      Opens in a new window or tab
      Brand New
      $29.95
      or Best Offer
      +$5.80 delivery
      Located in United States
    • Janie and Jack Boys Size 12 / Striped Oxford Shorts, Adj waist, White, Navy, Red
      Janie and Jack Boys Size 12 / Striped Oxford Shorts, Adj waist, White, Navy, Red
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.99 delivery in 2-4 days
      Located in United States
    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$6.55 delivery
      Located in United States
      Save up to 20% when you buy more
    • Abercrombie & Fitch Kids Boys Bermuda Cotton Shorts Summer Casual Size 11/12
      Abercrombie & Fitch Kids Boys Bermuda Cotton Shorts Summer Casual Size 11/12
      Opens in a new window or tab
      Pre-Owned
      $16.20
      Was: $18.0010% off
      or Best Offer
      +$5.80 delivery
      Located in United States
      Extra 10% off with coupon
    • Vineyard Vines Seersucker Shorts Boys 12 Blue White Stripe 9" inseam Preppy
      Vineyard Vines Seersucker Shorts Boys 12 Blue White Stripe 9" inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Buy It Now
      +$6.55 delivery
      Located in United States
    • New POLO RALPH LAUREN Jeans Shorts Youth 12 Sullivan Slim Fit Fray Blue Denim
      New POLO RALPH LAUREN Jeans Shorts Youth 12 Sullivan Slim Fit Fray Blue Denim
      Opens in a new window or tab
      Brand New
      $25.00
      0 bids · Time left4d 15h
      Free delivery
      Located in United States
    • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
      Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
      Opens in a new window or tab
      Brand New
      $29.49
      Buy It Now
      Free delivery
      Located in United States
      Free returns
      3+ watchers
      Top Rated Plus
    • Boys Vineyard Vines Light Blue American Flag Whales Shorts Size 12
      Boys Vineyard Vines Light Blue American Flag Whales Shorts Size 12
      Opens in a new window or tab
      Pre-Owned
      $14.99
      Buy It Now
      +$6.99 delivery
      Located in United States
    • NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      Opens in a new window or tab
      Brand New
      $22.95
      Buy It Now
      +$7.35 delivery
      Located in United States
    • Polo Ralph Lauren Shorts Boy's 12 Navy Blue Chino Logo Preppy
      Polo Ralph Lauren Shorts Boy's 12 Navy Blue Chino Logo Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.04
      Was: $12.9915% off
      or Best Offer
      +$6.98 delivery
      Located in United States
    • Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
      Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
      Opens in a new window or tab
      Pre-Owned
      $45.00
      Buy It Now
      +$16.65 delivery
      Located in United States
    • Patagonia Kids Baggies Shorts 7" Lined Swim Trunks Coral Orange Large (12)
      Patagonia Kids Baggies Shorts 7" Lined Swim Trunks Coral Orange Large (12)
      Opens in a new window or tab
      Pre-Owned
      $17.95
      Buy It Now
      +$6.55 delivery
      Located in United States
    • Polo Ralph Lauren Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)
      Polo Ralph Lauren Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$6.40 delivery
      Located in United States
    • NWT Brookstone Brothers Boy's Khaki Shorts Preppy Summer 18Y
      NWT Brookstone Brothers Boy's Khaki Shorts Preppy Summer 18Y
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$5.95 delivery
      Located in United States
    • NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 18 PONY
      NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 18 PONY
      Opens in a new window or tab
      Brand New
      $36.99
      Buy It Now
      Free delivery
      Located in United States
      Free returns
      20% off 3+
      Top Rated Plus
    • POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$6.99 delivery
      Located in United States
    • Polo Ralph Lauren Boys Cargo Shorts Utility Youth Size 18 Blue Chino
      Polo Ralph Lauren Boys Cargo Shorts Utility Youth Size 18 Blue Chino
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